CA2426731A1 - Agent d'extraction a code isotopique instable vis-a-vis de l'acide et son utilisation dans l'analyse spectrometrique de masse quantitative de melanges de proteines - Google Patents

Agent d'extraction a code isotopique instable vis-a-vis de l'acide et son utilisation dans l'analyse spectrometrique de masse quantitative de melanges de proteines Download PDF

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Publication number
CA2426731A1
CA2426731A1 CA002426731A CA2426731A CA2426731A1 CA 2426731 A1 CA2426731 A1 CA 2426731A1 CA 002426731 A CA002426731 A CA 002426731A CA 2426731 A CA2426731 A CA 2426731A CA 2426731 A1 CA2426731 A1 CA 2426731A1
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Prior art keywords
peptides
reagent
polymer
cysteine
sample
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Abandoned
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CA002426731A
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English (en)
Inventor
Yongchang Qiu
Jack H. Wang
Rodney M. Hewick
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Genetics Institute LLC
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    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/68Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids
    • G01N33/6803General methods of protein analysis not limited to specific proteins or families of proteins
    • G01N33/6848Methods of protein analysis involving mass spectrometry
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/53Immunoassay; Biospecific binding assay; Materials therefor
    • G01N33/531Production of immunochemical test materials
    • G01N33/532Production of labelled immunochemicals
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/58Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving labelled substances
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/68Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids
    • G01N33/6803General methods of protein analysis not limited to specific proteins or families of proteins
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/26Conditioning of the fluid carrier; Flow patterns
    • G01N30/38Flow patterns
    • G01N30/46Flow patterns using more than one column
    • G01N30/461Flow patterns using more than one column with serial coupling of separation columns
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/26Conditioning of the fluid carrier; Flow patterns
    • G01N30/38Flow patterns
    • G01N30/46Flow patterns using more than one column
    • G01N30/461Flow patterns using more than one column with serial coupling of separation columns
    • G01N30/463Flow patterns using more than one column with serial coupling of separation columns for multidimensional chromatography
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/26Conditioning of the fluid carrier; Flow patterns
    • G01N30/38Flow patterns
    • G01N30/46Flow patterns using more than one column
    • G01N30/468Flow patterns using more than one column involving switching between different column configurations
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N30/00Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
    • G01N30/02Column chromatography
    • G01N30/62Detectors specially adapted therefor
    • G01N30/72Mass spectrometers
    • G01N30/7233Mass spectrometers interfaced to liquid or supercritical fluid chromatograph
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00Chemistry: analytical and immunological testing
    • Y10T436/10Composition for standardization, calibration, simulation, stabilization, preparation or preservation; processes of use in preparation for chemical testing
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00Chemistry: analytical and immunological testing
    • Y10T436/10Composition for standardization, calibration, simulation, stabilization, preparation or preservation; processes of use in preparation for chemical testing
    • Y10T436/105831Protein or peptide standard or control [e.g., hemoglobin, etc.]
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00Chemistry: analytical and immunological testing
    • Y10T436/13Tracers or tags
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00Chemistry: analytical and immunological testing
    • Y10T436/24Nuclear magnetic resonance, electron spin resonance or other spin effects or mass spectrometry
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T436/00Chemistry: analytical and immunological testing
    • Y10T436/25Chemistry: analytical and immunological testing including sample preparation
    • Y10T436/25125Digestion or removing interfering materials

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • Chemical & Material Sciences (AREA)
  • Immunology (AREA)
  • Biomedical Technology (AREA)
  • Hematology (AREA)
  • Urology & Nephrology (AREA)
  • Physics & Mathematics (AREA)
  • Microbiology (AREA)
  • Cell Biology (AREA)
  • Food Science & Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Biotechnology (AREA)
  • Analytical Chemistry (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Bioinformatics & Computational Biology (AREA)
  • Organic Chemistry (AREA)
  • Biophysics (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Other Investigation Or Analysis Of Materials By Electrical Means (AREA)
  • Investigating Or Analysing Biological Materials (AREA)
  • Sampling And Sample Adjustment (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Peptides Or Proteins (AREA)

Abstract

La présente invention concerne de nouveaux composés, désignés agents d'extraction à code isotopique instable vis-à-vis de l'acide (ALICE) destinés à l'analyse spectrométrique de masse quantitative des mélanges de protéines. Les composés comprennent un groupe réactif au thiol utilisé pour la capture des peptides contenant de la cystéine à partir de mélanges de peptides, un lieur instable à l'acide, et un polymère non biologique. Un des deux lieurs instables à l'acide est isotopiquement marqué et permet donc la quantification directe des peptides/protéines par l'analyse spectrométrique de masse. Etant donné qu'il n'est pas nécessaire d'utiliser des protéines fonctionnelles pour la capture des peptides, on peut utiliser un pourcentage supérieur de solvant pour la solubilisation des peptides, notamment des peptides hydrophobes, grâce à des étapes de liaison, de lavage et d'élution, permettant ainsi une bien meilleure récupération des peptides. Par ailleurs, étant donné que les peptides sont liés par covalence au polymère non-biologique (ALICE), on peut effectuer un lavage plus rigoureux afin d'enlever complètement les espèces qui ne sont pas liées de manière spécifique. Enfin, on peut aisément effectuer l'élution des peptides capturés par ALICE à partir du support polymérique dans des conditions d'acidité moyenne avec un rendement élevé et ceci permet une analyse spectrométrique de masse directe en aval sans qu'une manipulation additionnelle d'échantillons ne soit nécessaire. En combinaison avec le nouveau concept de chromatographie liquide-spectrométrie de masse (2D-LC-MS/MS) bidimensionnelle à deux colonnes, le procédé ALICE constitue une approche globale à l'analyse spectrométrique de masse quantitative de mélanges de protéines présentant une meilleure dynamique de mesure et une meilleure sensibilité.
CA002426731A 2000-10-23 2001-10-22 Agent d'extraction a code isotopique instable vis-a-vis de l'acide et son utilisation dans l'analyse spectrometrique de masse quantitative de melanges de proteines Abandoned CA2426731A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US24264300P 2000-10-23 2000-10-23
US60/242,643 2000-10-23
PCT/US2001/050745 WO2002048717A2 (fr) 2000-10-23 2001-10-22 Agent d'extraction a code isotopique instable vis-a-vis de l'acide et son utilisation dans l'analyse spectrometrique de masse quantitative de melanges de proteines

Publications (1)

Publication Number Publication Date
CA2426731A1 true CA2426731A1 (fr) 2002-06-20

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Application Number Title Priority Date Filing Date
CA002426731A Abandoned CA2426731A1 (fr) 2000-10-23 2001-10-22 Agent d'extraction a code isotopique instable vis-a-vis de l'acide et son utilisation dans l'analyse spectrometrique de masse quantitative de melanges de proteines

Country Status (8)

Country Link
US (2) US6902936B2 (fr)
EP (1) EP1330654B1 (fr)
JP (1) JP2004531694A (fr)
AT (1) ATE320007T1 (fr)
AU (2) AU2002243385C1 (fr)
CA (1) CA2426731A1 (fr)
DE (1) DE60117849T2 (fr)
WO (1) WO2002048717A2 (fr)

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ATE405839T1 (de) * 2000-10-23 2008-09-15 Genetics Inst Llc Isotop-kodierte ionisierung-förderende reagenzien zur hochdurchsatz protein identifikation und quantifikation mit massenspectrometrie
CA2426731A1 (fr) * 2000-10-23 2002-06-20 Genetics Institute, Llc. Agent d'extraction a code isotopique instable vis-a-vis de l'acide et son utilisation dans l'analyse spectrometrique de masse quantitative de melanges de proteines
US7183116B2 (en) 2001-05-14 2007-02-27 The Institute For Systems Biology Methods for isolation and labeling of sample molecules
AU2003211941A1 (en) * 2002-02-14 2003-09-04 Ajinomoto Co., Inc. Method of analyzing aminofunctional compound and analytical reagent
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WO2005000226A2 (fr) * 2003-06-06 2005-01-06 Diversa Corporation Systemes de chromatographie multi-dimensionnels a lit melange et procedes de fabrication et d'utilisation associes
GB0314209D0 (en) * 2003-06-19 2003-07-23 Amersham Biosciences Ab Novel MS reagents
WO2005040197A1 (fr) * 2003-10-24 2005-05-06 Invitrogen Corporation Compositions, procedes et necessaires de marquage par fluorophores biarsenicaux
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JP6296533B2 (ja) * 2013-09-03 2018-03-20 株式会社 資生堂 システイン及びシスチンの定量方法
CN103743851B (zh) * 2014-02-14 2015-06-17 中国农业科学院油料作物研究所 一种食用油中甘油三酯的单柱二维液相色谱-质谱分析方法及其应用
US10545153B2 (en) 2014-09-15 2020-01-28 Board Of Regents, The University Of Texas System Single molecule peptide sequencing
CN107179378B (zh) * 2016-03-11 2018-08-21 中国科学院大连化学物理研究所 一种同时分离代谢组和脂质组组份的液相色谱分析方法及其应用
CN106841404B (zh) * 2017-01-25 2019-11-05 苏州大学 一种高温全二维液相色谱装置及其使用方法
US20210311069A1 (en) * 2018-08-21 2021-10-07 The Board Of Trustees Of The Leland Stanford Junior University Isotopically-encoded nanoparticles for multimodal high-order multiplexed detection and imaging
CN113267554A (zh) * 2021-05-14 2021-08-17 谱天(天津)生物科技有限公司 一种用于评估蛋白质组还原烷基化效率的质控方法
CN113376286B (zh) * 2021-05-14 2022-03-04 谱天(天津)生物科技有限公司 一种评估提取纯化方法亲疏水偏好性的方法
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ATE405839T1 (de) * 2000-10-23 2008-09-15 Genetics Inst Llc Isotop-kodierte ionisierung-förderende reagenzien zur hochdurchsatz protein identifikation und quantifikation mit massenspectrometrie

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Publication number Publication date
US6902936B2 (en) 2005-06-07
ATE320007T1 (de) 2006-03-15
EP1330654B1 (fr) 2006-03-08
DE60117849T2 (de) 2006-09-21
DE60117849D1 (de) 2006-05-04
JP2004531694A (ja) 2004-10-14
AU2002243385B2 (en) 2007-07-05
AU4338502A (en) 2002-06-24
US20020164809A1 (en) 2002-11-07
WO2002048717A3 (fr) 2003-05-01
US7122377B2 (en) 2006-10-17
WO2002048717A2 (fr) 2002-06-20
AU2002243385C1 (en) 2008-07-24
EP1330654A2 (fr) 2003-07-30
US20050014278A1 (en) 2005-01-20

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